Mechanism of acetal cleavage with methylmagnesium iodide
Date
1985
Authors
Abell, A.D.
Massywestropp, R.A.
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Journal article
Citation
Australian Journal of Chemistry: an international journal for chemical science, 1985; 38(7):1031-1036
Statement of Responsibility
AD Abell and RA Massy-Westropp
Conference Name
Abstract
The reaction of methylmagnesium iodide with methyl (1R,3S,5R)-1-(furan- 3′-yl)-5-methyl-2,8-dioxabicyclo[3.2.1]octane-3-carboxylate (2) gives products arising from regioselective carbon-oxygen bond fission and intermolecular transfer of the methyl group of the Grignard reagent to the intermediate oxocarbonium ion, in addition to the usual tertiary alcohol.
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© CSIRO 1985